Organic Chemistry
Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 14, Problem 14.13P
Interpretation Introduction

Interpretation:

The relative importance of the contributing in each set of resonance-stabilized cation has to be estimated as in the section 14.3.

Concept Introduction:

Basic principle of mass spectrum: It generates multiple ions from the sample under investigation, it than separates them according to their specific mass to charge ration (m/z) and records the relative abundance (RA) of each ion types.

      MelectronbeamM+.+e-[Molecule]Molecular ionelectron[Radicalcation]

Interpreting a mass spectrum:

  1. 1. The each m/z values is the m/z value of one the fragments to the nearest whole number.
  2. 2. The peak with the highest m/z value in the molecular ions (M+), the fragment that results when the molecules lose electrons as result of being bombarding by the electron beam.
  3. 3. The m/z value of the molecular ion gives the molecular mass of the compound.
  4. 4. Peaks with smaller m/z values, fragment ion peak represent positively charged fragments of the molecular ion.

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The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Draw the structure of the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppm
3 The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Identify the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppm
Briefly explain or give an introduction to this.   Structure Elucidation of Compounds using Several Spectroscopic Techniques. 1H and 13C NMR Spectroscopy IR Spectroscopy Mass Spectroscopy

Chapter 14 Solutions

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